2,6-Pyridinedicarboxylic acid

Base Information

• Chemical Name: 2,6-Pyridinedicarboxylic acid
• CAS No.: 499-83-2
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: HYSICAL AND CHEMICAL PROPERTIES PHYSICAL STATE white powder
• European Community (EC) Number: 207-894-3
• NSC Number: 176
• UNII: UE81S5CQ0G
• DSSTox Substance ID: DTXSID7022043
• Nikkaji Number: J6.184K
• Wikipedia: Dipicolinic_acid
• Wikidata: Q417164
• Metabolomics Workbench ID: 45921
• ChEMBL ID: CHEMBL284104
• Mol file: 499-83-2.mol

Synonyms:2,6-dicarboxypyridine;2,6-pyridine dicarboxylate;2,6-pyridinedicarboxylate;2,6-pyridinedicarboxylic acid;3,4-pyridinedicarboxylate;dipicolinic acid;dipicolinic acid, calcium salt;dipicolinic acid, dipotassium salt;dipicolinic acid, disodium salt;dipicolinic acid, monosodium salt;dipicolinic acid, zinc salt;pyridine-2,6-dicarboxylic acid;zinc dipicolinate

Chemical Property of 2,6-Pyridinedicarboxylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.13E-09mmHg at 25°C
• Melting Point: 248-250 °C (dec.)(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 463.72 °C at 760 mmHg
• PKA: 2.16(at 25℃)
• Flash Point: 234.25 °C
• PSA: 87.49000
• Density: 1.551 g/cm³
• LogP: 0.47800
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: 1%, clear
• Water Solubility.: 5 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

2,6-DipicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-24/25-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=NC(=C1)C(=O)O)C(=O)O
• Uses: Pyridine-2,6-dicarboxylic acid is used in the preparation of dipicolinato ligated lanthanide and transition metal complexes. It acts as a chelating agent for chromium, zinc, manganese, copper, iron and molybdenum. Its calcium-dipcolinic acid complex is used to protect deoxyribonucleic acid (DNA) from heat denaturation which enhances the DNA stability. It plays an important role as a marker for the effectiveness of sterilization.

Technology Process of 2,6-Pyridinedicarboxylic acid

There total 33 articles about 2,6-Pyridinedicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.8%

2,6-dimethylpyridine (108-48-5) + sodium dichromate + dichromic acid (13530-68-2) → Pyridine-2,6-dicarboxylic acid (499-83-2)

Guidance literature:

With sulfuric acid; In water;

Reference yield: 94.5%

2,6-dichloropyridine (2402-78-0) + carbon dioxide (124-38-9,18923-20-1) → Pyridine-2,6-dicarboxylic acid (499-83-2)

Guidance literature:

2,6-dichloropyridine; With magnesium; ethylene dibromide; In tetrahydrofuran; at 55 ℃; for 6h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -15 ℃; Temperature; Reagent/catalyst; Time; Inert atmosphere; Acidic conditions;

Reference yield: 91.6%

dimethyl 1,4-dihydropyridine-2,6-dicarboxylate (243868-68-0) → Pyridine-2,6-dicarboxylic acid (499-83-2)

Guidance literature:

dimethyl 1,4-dihydropyridine-2,6-dicarboxylate; With dihydrogen peroxide; at 30 - 35 ℃; for 4h;

With water; sodium hydroxide; at 30 - 35 ℃; for 4h;

upstream raw materials:

2,6-dimethylpyridine

6-methyl-2-pyridinecarboxaldehyde

2,6-Pyridinedicarboxaldehyde

2,6-diiodo-pyridine

Downstream raw materials:

2,6-bis(methoxycarbonyl)pyridine

diphenyl(2-pyridyl)methanol

diethyl-2,6-pyridinedicarbonyl ester

phenyl(pyridin-2-yl)(p-tolyl)methanol

Refernces

• 1、 Dai, Huiling,Xu, Hui. "Selective and sensitive fluorescent chemosensors for Cu2+ ion based upon bis-1,8-naphthalimide dyads". . p. 267 - 272. Retrieved 2012.
• 2、 Iovel,Shymanska. "A novel synthesis of 2,6-pyridinedicarboxylic acid by the PTC auto-oxidation of 2,6-lutidine". . p. 2691 - 2596. Retrieved 1992.
• 3、 -. "Preparation method of 2,6-chloromethylpyridine hydrochloride (by machine translation)". Paragraph 0018; 0021; 0022; 0026; 0027; 0031; 0032. . Retrieved 2020/03/03.
• 4、 -. "Preparation method of 2,6-pyridinedicarboxylic acid". . . Retrieved 2019/10/01.